£100 Cheap American Airlines flights from New York to Chicago (JFK→ORD)

View £100 flight on Tue, 2 Jun 2026Opens in a new window

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American Airlines flights from New York to Chicago (JFK→ORD)

Prices were available within the past 7 days and start at £100 for one-way flights and £131 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 18 Aug - Tue, 25 Aug
JFK
New York
ORD
Chicago
£131 Return, found 6 days ago
£131
Return
found 6 days ago
Select American Airlines flight, departing Tue, 18 Aug from New York to Chicago, returning Tue, 25 Aug, priced at £131 found 6 days ago
American Airlines
Tue, 18 Aug - Tue, 25 Aug
JFK
New York
ORD
Chicago
£164 Return, found 6 days ago
£164
Return
found 6 days ago
Select American Airlines flight, departing Tue, 18 Aug from New York to Chicago, returning Tue, 25 Aug, priced at £164 found 6 days ago
American Airlines
Tue, 18 Aug - Tue, 25 Aug
JFK
New York
ORD
Chicago
£167 Return, found 6 days ago
£167
Return
found 6 days ago
Select American Airlines flight, departing Tue, 18 Aug from New York to Chicago, returning Tue, 25 Aug, priced at £167 found 6 days ago
American Airlines
Thu, 28 May - Mon, 1 Jun
JFK
New York
ORD
Chicago
£168 Return, found 1 day ago
£168
Return
found 1 day ago
Select American Airlines flight, departing Thu, 28 May from New York to Chicago, returning Mon, 1 Jun, priced at £168 found 1 day ago
American Airlines
Tue, 18 Aug - Tue, 25 Aug
JFK
New York
ORD
Chicago
£171 Return, found 6 days ago
£171
Return
found 6 days ago
Select American Airlines flight, departing Tue, 18 Aug from New York to Chicago, returning Tue, 25 Aug, priced at £171 found 6 days ago
American Airlines
Wed, 27 May - Fri, 5 Jun
JFK
New York
ORD
Chicago
£176 Return, found 1 day ago
£176
Return
found 1 day ago
Select American Airlines flight, departing Wed, 27 May from New York to Chicago, returning Fri, 5 Jun, priced at £176 found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from £168
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from £168

Frequently asked questions

How much is an American Airlines flight from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD)?
Landing cheap one-way American Airlines flights from JFK to ORD from £100 on Expedia is a breeze — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly round-trip fares from £131 for your next adventure.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from JFK to ORD with American Airlines?
January is one of the least expensive months to get away to Chicago with American Airlines. You could also find fantastic deals on return and one-way tickets in February.
Does American Airlines fly nonstop from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD)?
American Airlines offers direct flights from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD), with 14 departures every week. Simply use the "Nonstop" and "Airline" filters during your search on Expedia to show all direct American Airlines flights to ORD.
How long does it take to fly from JFK to ORD with American Airlines?
The travel time for a nonstop American Airlines flight from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD) takes approximately 2h 47m.
Which day of the week has the most American Airlines flights from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD)?
If you're looking for flexibility, Thursday offers the most choice for American Airlines flights from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD). You can pick from 2 different departures.
What airports does American Airlines fly into in Chicago?
O'Hare Intl. Airport (ORD) is the primary Chicago gateway for American Airlines flights from John F. Kennedy Intl. Airport (JFK).
What type of plane does American Airlines fly from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD)?
For the John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD) route, American Airlines typically flies Boeing 737 MAX 8 and Boeing 737-800 planes. Keep in mind that last-minute changes are possible for operational purposes, meaning your flight may be on another aircraft.
Can I change or cancel my American Airlines flight from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD)?
Depending on your ticket type, a fee will generally apply if you change or cancel your booking more than 24 hours after confirmation. To find flexible fares, select our "Changes included" or "No cancel fee" filter when you look for flights. To learn more about modifying or cancelling your reservation, head to "Trips," select your flight and click on "Manage Booking."

Travel information

Origin airport
John F. Kennedy Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, JetBlue Airways
Popular airline
JetBlue Airways
Distance
1180 km
Average flight time
1 hour 53 mins

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